IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate
SMILES
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COC1=CC=CC=C1
Compound class
Prostaglandins, Synthetic; Ophthalmics; Ophthalmologicals; Sensory Organs; Antiglaucoma Preparations and Miotics; Prostaglandin Analogues;
Therapeutic area
Tafluprost is indicated for reducing elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.
Common name
Tafluprost
IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate
SMILES
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COC1=CC=CC=C1
INCHI
InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
FORMULA
C25H34F2O5
Common name
Tafluprost
IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate
Molecular weight
452.531
clogP
5.132
clogS
-3.892
HBond Acceptor
5
HBond Donor
2
Total Polar Surface Area
75.99
Number of Rings
2
Rotatable Bond
13
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00022 | prop-1-ene |
|
CC=C | 0.0299 |
| FDBF00078 | pent-1-ene |
|
C(C=C)CC | 0.0041 |
| FDBF00370 | difluoromethane |
|
FCF | 0.0151 |
| FDBF00614 | (1S,3S,4R)-4-methylcyclopentane-1,3-diol |
|
CC1CC(CC1O)O | 0.0014 |
| FDBF00622 | (1R,3S,4R,5R)-4-allyl-5-vinyl-cyclopentane-1,3-diol |
|
C(=C)C1C(C(CC1O)O)CC=C | 0.0010 |
| FDBF00629 | (1R,3S)-cyclopentane-1,3-diol |
|
C1CC(CC1O)O | 0.0017 |
| FDBF03683 | 3,3-difluorobut-1-ene |
|
FC(F)(C)C=C | 0.0003 |
| FDBF03686 | 2,2-difluorobut-3-en-1-ol |
|
C(C(C=C)(F)F)O | 0.0003 |
